FR2732972A1 - Prodn. of soluble collagen gel compsns. - Google Patents
Prodn. of soluble collagen gel compsns. Download PDFInfo
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- FR2732972A1 FR2732972A1 FR9504761A FR9504761A FR2732972A1 FR 2732972 A1 FR2732972 A1 FR 2732972A1 FR 9504761 A FR9504761 A FR 9504761A FR 9504761 A FR9504761 A FR 9504761A FR 2732972 A1 FR2732972 A1 FR 2732972A1
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
- A61K8/04—Dispersions; Emulsions
- A61K8/042—Gels
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
- A61K8/0212—Face masks
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
- A61K8/11—Encapsulated compositions
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/64—Proteins; Peptides; Derivatives or degradation products thereof
- A61K8/65—Collagen; Gelatin; Keratin; Derivatives or degradation products thereof
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/96—Cosmetics or similar toiletry preparations characterised by the composition containing materials, or derivatives thereof of undetermined constitution
- A61K8/97—Cosmetics or similar toiletry preparations characterised by the composition containing materials, or derivatives thereof of undetermined constitution from algae, fungi, lichens or plants; from derivatives thereof
- A61K8/9755—Gymnosperms [Coniferophyta]
- A61K8/9767—Pinaceae [Pine family], e.g. pine or cedar
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/96—Cosmetics or similar toiletry preparations characterised by the composition containing materials, or derivatives thereof of undetermined constitution
- A61K8/97—Cosmetics or similar toiletry preparations characterised by the composition containing materials, or derivatives thereof of undetermined constitution from algae, fungi, lichens or plants; from derivatives thereof
- A61K8/9783—Angiosperms [Magnoliophyta]
- A61K8/9789—Magnoliopsida [dicotyledons]
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08H—DERIVATIVES OF NATURAL MACROMOLECULAR COMPOUNDS
- C08H1/00—Macromolecular products derived from proteins
- C08H1/06—Macromolecular products derived from proteins derived from horn, hoofs, hair, skin or leather
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q17/00—Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
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Abstract
Description
PROCEDE POUR LA PREPARATION D'UNE COMPOSITION DE COLLAGèNE. ET COMPOSITION AINSI OBTENUE.PROCESS FOR THE PREPARATION OF A COLLAGEN COMPOSITION. AND COMPOSITION THUS OBTAINED.
Domaine Technique
L'invention concerne un procédé pour la préparation d'une composition de collagène, ; elle se rapporte également aux compositions ainsi obtenues, notamment à usage dermique.Technical area
The invention relates to a process for the preparation of a collagen composition; it also relates to the compositions thus obtained, in particular for dermal use.
Dans la suite de la description et des revendications, l'invention sera plus particulièrement décrite dans son application à usage dermique, étant précisé qu'il ne s'agit là que d'une forme d'application préférée. En effet, l'invention peut être également utile pour vectoriser des principes actifs ingérables per-os. In the following description and claims, the invention will be more particularly described in its application for dermal use, it being specified that this is only a preferred form of application. Indeed, the invention can also be useful for vectorizing ingestible active ingredients per-os.
Techniques antérieures
Il est bien connu depuis longtemps d'utiliser des masques ou des compresses de collagène à usage dermique pour des applications aussi bien thérapeutiques que cosmétiques.Previous techniques
It has long been well known to use masks or collagen compresses for dermal use for both therapeutic and cosmetic applications.
Le plus généralement, à ce jour, on extrait de manière connue le collagène, bovin ou marin notamment, par un acide organique fort, notamment l'acide monochloréacétique, et on précipite les fibres de collagène dans une solution saline de chlorure de sodium. On déshydrate ensuite par un solvant acétonique ou alcoolique, et on sèche les fibres obtenues, que l'on met ensuite en suspension dans de l'eau déminéralisée, jusqu'à obtenir un gel que l'on coule en plaques que l'on lyophilise. On obtient de la sorte une feuille, une bandelette, une compresse dénommée aussi "masque", que l'on applique sur la peau après l'avoir préalablement humidifiée et dont on humidifie à nouveau l'autre face. Most generally, to date, collagen, bovine or marine collagen, in particular, is extracted with a strong organic acid, in particular monochloroacetic acid, and the collagen fibers are precipitated in a saline solution of sodium chloride. It is then dehydrated with an acetonic or alcoholic solvent, and the fibers obtained are dried, which are then suspended in demineralized water, until a gel which is poured into plates which is lyophilized . We thus obtain a sheet, a strip, a compress also called "mask", which is applied to the skin after having previously moistened it and the other side of which is moistened again.
L'utilisation de ces masques, notamment dans le domaine des soins esthétiques, est largement connue, de sorte qu'il n'y a pas lieu de la décrire ici en détail. The use of these masks, especially in the field of beauty care, is widely known, so there is no need to describe it here in detail.
Toutefois, le procédé d'élaboration de ces masques dont le constituant essentiel est la fraction insoluble du collagène, est assez long et coûteux. However, the process for producing these masks, the essential constituent of which is the insoluble fraction of collagen, is quite long and costly.
On a essayé d'obtenir des masques à partir de la portion soluble de collagène que l'on extrait en milieu acide minéral ou organique (acide acétique ou acide chlorhydrique), pour obtenir un gel que l'on lyophilise. We tried to obtain masks from the soluble portion of collagen which is extracted in a mineral or organic acid medium (acetic acid or hydrochloric acid), to obtain a gel which is lyophilized.
Toutefois, lors de la réhydratation, le collagène étant soluble, se remet en suspension. Le gel qui se forme n'a alors aucune tenue mécanique, ce qui rend la manipulation de ces bandes difficile, pour ne pas dire plus.However, during rehydration, the collagen being soluble, resuspends. The gel that forms then has no mechanical strength, which makes the manipulation of these bands difficult, to say the least.
L'invention pallie ces inconvénients. Elle vise un procédé pour la fabrication d'une composition de collagène à partir de la fraction soluble du collagène, mais ayant des propriétés mécaniques suffisantes voisines de celles obtenues à partir d'un gel de collagène insoluble, mais dont le coût de fabrication est substantiellement réduit. The invention overcomes these drawbacks. It relates to a process for the manufacture of a collagen composition from the soluble fraction of collagen, but having sufficient mechanical properties close to those obtained from an insoluble collagen gel, but the manufacturing cost of which is substantially reduced.
Description sommaire de l'invention
Ce procédé pour la préparation d'une composition de collagène, dans lequel:
on lave et broie une matière première collagénique;
on traite le broyat par une solution acide, et on extrait la fraction
soluble de collagène obtenue, se caractérise en ce que on traite l'extrait obtenu par une solution d'oligomères procyanidoliques (OPC), et on agite le mélange obtenu jusqu'à obtention d'un gel. Brief description of the invention
This process for the preparation of a collagen composition, in which:
a collagen raw material is washed and ground;
the ground material is treated with an acid solution, and the fraction is extracted
soluble collagen obtained, is characterized in that the extract obtained is treated with a solution of procyanidolic oligomers (OPC), and the mixture obtained is stirred until a gel is obtained.
En d'autres termes, l'invention consiste à additionner une solution de collagène soluble d'un OPC, ce qui, de manière surprenante, permet d'obtenir à moindre coût des gels faciles à conformer et à manipuler, et qui présentent, contrairement aux gels solubles, de bonnes propriétés de résistance mécanique. On ne pouvait pas prévoir que la simple addition d'OPC à une composition de collagène soluble permette de passer de l'insuccès au succès, à savoir l'amélioration des propriétés mécaniques rendant le produit manipulable tout en préservant et potentialisant les propriétés des OPC recherchées par ailleurs. In other words, the invention consists in adding a soluble collagen solution to an OPC, which, surprisingly, makes it possible to obtain, at low cost, gels which are easy to conform and to handle, and which, unlike with soluble gels, good mechanical resistance properties. It could not have been foreseen that the simple addition of OPCs to a soluble collagen composition made it possible to pass from failure to success, namely the improvement of the mechanical properties making the product manipulable while preserving and potentiating the properties of the desired OPCs otherwise.
Comme on le sait, les oligomères procyanidoliques (OPC) sont des polyphénols de la série du flavane-3-ol, qui se présentent, contrairement aux autres tanins, sous des formes peu polymérisées, réunissant de deux à quatre molécules mères. Ces composés sont largement décrits dans la
Littérature (voir par exemple Parfums, Cosmétiques, Arômes, no. 95
Octobre-Novembre 1990 p. 89 à 97), de sorte qu'il n'y a pas lieu de les décrire ici en détail. Ces composés sont essentiellement connus dans le domaine médical ou paramédical pour leurs propriétés anti-oxygène, pour éviter la dégradation des fibres de collagène et également leurs propriétés tonifiantes, anti-inflammatoires et anti-allergiques.As is known, procyanidolic oligomers (OPC) are polyphenols of the flavan-3-ol series, which, unlike other tannins, are in slightly polymerized forms, bringing together two to four mother molecules. These compounds are widely described in the
Literature (see for example Perfumes, Cosmetics, Aromas, no. 95
October-November 1990 p. 89 to 97), so there is no need to describe them here in detail. These compounds are essentially known in the medical or paramedical field for their anti-oxygen properties, to avoid the degradation of collagen fibers and also their toning, anti-inflammatory and anti-allergic properties.
Comme OPC, on utilise de préférence des extraits de pépins de raisin ou d'écorces de pins peu polymérisés. As OPC, extracts of grape seeds or lightly polymerized pine bark are preferably used.
La stabilisation des collagènes par les tanins est bien connue, notamment pour rendre le collagène imputrescible. C'est le principe du tannage du cuir. il est surprenant qu'un composé de faible poids moléculaire par rapport aux tanins, mais dont le comportement est parfois voisin, puisse réticuler le collagène soluble et provoquer une synergie qui, comme déjà dit, permet de passer de l'insuccès au succès. The stabilization of collagens by tannins is well known, in particular for making collagen rot-proof. This is the principle of tanning leather. it is surprising that a compound of low molecular weight compared to the tannins, but whose behavior is sometimes similar, can crosslink the soluble collagen and cause a synergy which, as already said, allows to pass from failure to success.
En d'autres termes, l'invention consiste à avoir sélectionné d'une part le collagène sous forme soluble dont on sait qu'il a d'excellentes propriétés hydratantes et de biodisponibilité, mais dont on sait qu'il ne peut être utilisé en application dermique sous forme de masque par suite de son absence de tenue mécanique, et d'autre part, les OPC, qui dans le cas d'espèce, réticulent le collagène soluble en lui conférant par là des propriétés mécaniques nouvelles et originales qui lui font défaut, tout en lui conservant toutes ses propriétés hydratantes et de biodisponibilité, en évitant sa dégradation. Dans le même temps, le collagène vectorise les
OPC pour améliorer la disponibilité prolongée de leurs propriétés, notamment sur la peau ou dans l'organisme.In other words, the invention consists in having selected on the one hand collagen in soluble form which it is known to have excellent hydrating and bioavailability properties, but which it is known that it cannot be used in dermal application in the form of a mask due to its lack of mechanical strength, and on the other hand, OPCs, which in the present case, crosslink the soluble collagen by thereby giving it new and original mechanical properties which make it defect, while retaining all its hydrating and bioavailability properties, avoiding its degradation. At the same time, collagen vectorizes
OPC to improve the prolonged availability of their properties, especially on the skin or in the body.
Ainsi, les OPC agissent sur le collagène soluble par réticulation pour lui donner de la résistance mécanique, alors que pendant le même temps, le collagène agit sur les OPC pour améliorer leur biodisponibilité et les véhiculer sur et dans la peau et dans l'organisme. Thus, OPCs act on soluble collagen by crosslinking to give it mechanical strength, while at the same time, collagen acts on OPCs to improve their bioavailability and transport them on and in the skin and in the body.
Avantageusement, en pratique
- le rapport en poids en produits secs d'OPC par rapport au collagène soluble, est compris entre 0,01 et 20, de préférence voisin de 1;
- la matière première collagènique de base est d'origine bovine ou marine
- on traite le broya t par simple immersion dans une solution diluée d'un acide choisi dans le groupe comprenant l'acide chlorydrique et l'acide acétique, à pH compris entre 3 et 4, à une température comprise entre 5 et 150C ; l'extrait est obtenu par séparation de la phase insoluble de la phase soluble;
- le mélange de l'extrait de collagène soluble et de la solution d'OPC s'effectue sous agitation lente (de l'ordre de cent tours par minute (100 t/min) à température ambiante), éventuellement en ajoutant une solution de NaCl, jusqu'à formation d'un gel de collagène partiellement réticulé par les OPC;
- le gel obtenu est conformé en couches que l'on lyophilise sous vide pour obtenir une feuille directement applicable sur la peau et que l'on réhydrate une fois en place;
- le gel obtenu est soumis à une agitation modulée pour obtenir des microsphères, à la demande pleines ou creuses, ou des nanosphères d'OPC encapsulées dans une pellicule d'interface de collagène réticulé par des OPC, recouvertes à son tour d'une couche de collagène acidosoluble;;
- le rapport entre la quantité d'OPC introduite et la quantité de collagène soluble varie en fonction de l'application finale envisagée.Advantageously, in practice
- The weight ratio of dry OPC products relative to soluble collagen is between 0.01 and 20, preferably close to 1;
- the basic collagen raw material is of bovine or marine origin
the broya t is treated by simple immersion in a dilute solution of an acid chosen from the group comprising hydrochloric acid and acetic acid, at a pH between 3 and 4, at a temperature between 5 and 150C; the extract is obtained by separation of the insoluble phase from the soluble phase;
the mixture of the soluble collagen extract and the OPC solution is mixed with slow stirring (of the order of one hundred revolutions per minute (100 rpm) at room temperature), optionally by adding a solution of NaCl, until formation of a collagen gel partially crosslinked by OPC;
- The gel obtained is shaped into layers which are freeze-dried in vacuo to obtain a sheet directly applicable on the skin and which are rehydrated once in place;
- the gel obtained is subjected to modulated stirring to obtain microspheres, on request, full or hollow, or OPC nanospheres encapsulated in an interface film of collagen crosslinked with OPCs, in turn covered with a layer acid-soluble collagen;
- The ratio between the amount of OPC introduced and the amount of soluble collagen varies depending on the final application envisaged.
La manière dont l'invention peut être réalisée et les avantages qui en découlent, ressortiront mieux des exemples de réalisation qui suivent. The manner in which the invention can be implemented and the advantages which ensue therefrom will emerge more clearly from the embodiments which follow.
Manières de réaliser l'Invention
Exemple 1
De manière connue, on broie des peaux de sole au hachoir à 150C.Ways of Realizing the Invention
Example 1
In a known manner, sole skins are ground with a mincer at 150C.
On immerge ensuite sous agitation mécanique le broyat dans une solution acide à 0,5 mole d'acide chlorhydrique, à une température comprise entre 5 et 150C, pendant deux heures environ.The ground material is then immersed with mechanical stirring in an acid solution containing 0.5 mol of hydrochloric acid, at a temperature between 5 and 150C, for approximately two hours.
On dilue ensuite l'extrait acide obtenu pour l'amener à 20 % d'extraits secs et à un pH compris entre 3 et 4. The acid extract obtained is then diluted to bring it to 20% of dry extracts and to a pH between 3 and 4.
Sous lente agitation de l'ordre de 100 t/min, on ajoute dans un volume de cet extrait, un volume d'une solution aqueuse d'OPC d'écorce de pin à 100 mg/litre pendant une à deux heures à température ambiante. Under slow stirring of the order of 100 rpm, a volume of an aqueous solution of OPC of pine bark at 100 mg / liter is added to one volume of this extract for one to two hours at room temperature. .
La réticulation démarre d'elle-même. Cross-linking starts on its own.
On obtient un gel qui s'épaissit après trente minutes. On laisse reposer vingt-quatre heures. A gel is obtained which thickens after thirty minutes. We let it sit for twenty-four hours.
On coule alors ce gel sur des plaques de verre pour former des couches de cinq millimètres environ. On lyophilise ensuite à moins 400C sous vide, puis par remontée progressive de la température pour désorption à 30"C. On obtient alors une feuille souple blanche ayant une bonne tenue mécanique, facile à stocker et à manipuler. This gel is then poured onto glass plates to form layers of about five millimeters. Then lyophilized at minus 400C under vacuum, then by gradual rise in temperature for desorption to 30 "C. A white flexible sheet is then obtained having good mechanical strength, easy to store and to handle.
Lorsqu'on désire utiliser cette feuille sous forme de masque ou de bandelette, il suffit d'en découper une superficie correspondante à la surface de la peau à recouvrir, puis à l'appliquer sur la peau préalablement humidifiée, puis à humidifier de l'extérieur au moyen d'un brumisateur. When it is desired to use this sheet in the form of a mask or strip, it suffices to cut an area corresponding to the surface of the skin to be covered, then to apply it to the skin previously moistened, then to moisten it with outside by means of a fogger.
On laisse vingt minutes au contact de la peau. It is left for twenty minutes in contact with the skin.
On retire le masque et on observe un lissage du relief cutané et une réhydratation des couches superficielles de la peau. On observe aussi une amélioration des propriétés hydratantes du collagène, combinée avec une action antiradicalaire due aux OPC. We remove the mask and we observe a smoothing of the skin relief and rehydration of the surface layers of the skin. There is also an improvement in the hydrating properties of collagen, combined with an anti-free radical action due to OPC.
La peau traitée est plus souple, plus tonique. On obtient un effet apaisant recherché. The treated skin is more supple, more toned. A sought-after soothing effect is obtained.
Exemple2
On répète l'exemple 1 en supprimant l'addition d'OPC. On obtient un gel de collagène soluble n'ayant après lyophilisation aucune tenue mécanique, donc impossible à manipuler et à maintenir sur la peau de manière durable. Example2
Example 1 is repeated, removing the addition of OPCs. A soluble collagen gel is obtained which has no mechanical strength after lyophilization and therefore cannot be handled and maintained on the skin in a lasting manner.
Exemple 3
On applique directement sur la peau une couche d'une solution d'OPC à 100 mg/litre. On observe une faible action anti-radicalaire, car la solution déposée sur la peau s'écoule immédiatement et n'a pas le temps d'agir.Example 3
A layer of a OPC solution at 100 mg / liter is applied directly to the skin. There is a weak anti-radical action, because the solution deposited on the skin flows immediately and has no time to act.
En d'autres termes, l'utilisation d'une solution d'OPC est peu efficace. In other words, the use of a OPC solution is not very effective.
En revanche, la composition selon l'invention de fibres de collagène soluble partiellement réticulées par les OPC et imprégnées d'OPC, d'une part, exacerbe les propriétés hydratantes et de biodisponibilité du collagène soluble, et d'autre part, permet de vectoriser dans la peau les
OPC libres pendant une durée optimale.On the other hand, the composition according to the invention of soluble collagen fibers partially crosslinked with OPCs and impregnated with OPCs, on the one hand, exacerbates the hydrating and bioavailability properties of soluble collagen, and on the other hand, makes it possible to vectorize in the skin
Free OPCs for an optimal duration.
ll y a donc bien une synergie entre les deux composants. There is therefore a synergy between the two components.
Exemple4
Dans un réacteur de 150 litres, on met 80 litres d'eau déminéralisée.Example4
80 liters of demineralized water are placed in a 150 liter reactor.
On ajoute sous agitation 200 grammes d'OPC tout en amenant le mélange à 5"C. On règle agitation pour former un vortex contre lequel on nébulise la composition de collagène soluble.200 grams of OPC are added with stirring while bringing the mixture to 5 "C. Stirring is regulated to form a vortex against which the soluble collagen composition is nebulized.
Instantanément, il se forme des microsphères de collagène réticulé par des OPC de 0,1 à 0,5 mm de diamètre, utiles pour la confection de vecteurs d'encapsulation de principes actifs pour application orale. Instantly, microspheres of collagen crosslinked with OPCs of 0.1 to 0.5 mm in diameter are formed, which are useful for making vectors for encapsulating active principles for oral application.
Exemple 5
On répète l'exemple 1 en incorporant sous agitation dans le gel obtenu 5 % en poids d'acide lactique et 10 % de glycérol.Example 5
Example 1 is repeated, incorporating, with stirring, into the gel obtained 5% by weight of lactic acid and 10% of glycerol.
Après débullage, on coule le gel sur plaque en couche de 4 mm. On sèche à température ambiante ventilée pendant 72 heures. After boiling, the gel is poured onto a plate in a 4 mm layer. It is dried at ventilated room temperature for 72 hours.
On obtient un film translucide utile comme matrice de test in-vitro en laboratoire. A translucent film useful as an in-vitro laboratory test matrix is obtained.
La composition du gel de collagène selon l'invention peut être utilisée sous des formes variées, telles que des suspensions aqueuses, notamment
- sous forme d'émulsions pour donner des pommades, ou sous
forme de solutions hydroalcooliques pour donner des lotions, des
gels;
- sous forme de feuilles lyophilisées ou non pour donner des
bandes, des bandelettes, des films, des membranes, des crins, des tubes
- et même des liposomes d'OPC encapsulés dans une pellicule de
collagène réticulée par les OPC et recouverte ou non à son tour
d'une couche de collagène soluble. The composition of the collagen gel according to the invention can be used in various forms, such as aqueous suspensions, in particular
- in the form of emulsions to give ointments, or under
form of alcohol-based solutions to give lotions,
gels;
- in the form of lyophilized leaves or not to give
strips, strips, films, membranes, hair, tubes
- and even OPC liposomes encapsulated in a film of
collagen crosslinked by OPC and covered or not in turn
a layer of soluble collagen.
Claims (10)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
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FR9504761A FR2732972B1 (en) | 1995-04-14 | 1995-04-14 | PROCESS FOR THE PREPARATION OF A COLLAGEN COMPOSITION AND COMPOSITION THUS OBTAINED |
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FR9504761A FR2732972B1 (en) | 1995-04-14 | 1995-04-14 | PROCESS FOR THE PREPARATION OF A COLLAGEN COMPOSITION AND COMPOSITION THUS OBTAINED |
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FR2732972A1 true FR2732972A1 (en) | 1996-10-18 |
FR2732972B1 FR2732972B1 (en) | 1997-07-11 |
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Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2765106A1 (en) * | 1997-06-27 | 1998-12-31 | Dior Christian Parfums | USE OF CROSSLINKED TANNINS IN THE PRESENCE OF NON-CROSSLINKED PROTEINS WITH TANNINS AS COSMETIC AGENTS TO IMPROVE SKIN SMOOTHING AND / OR TO OBTAIN AN ASTRINGENT EFFECT |
ITMI20131300A1 (en) * | 2013-08-01 | 2015-02-02 | Nobil Bio Ricerche Srl | COMPOSITION FOR THE FILLING OF BONE AND PERIODONTAL DEFECTS |
WO2021069698A1 (en) * | 2019-10-09 | 2021-04-15 | Monderna Health & Wellness | Healing and conductive composition comprising collagen |
FR3101777A1 (en) * | 2019-10-09 | 2021-04-16 | Monderna Health & Wellness | HEALING AND CONDUCTIVE COMPOSITION INCLUDING AT LEAST ONE COLLAGEN OF STURGEON SKIN |
FR3101774A1 (en) * | 2019-10-09 | 2021-04-16 | Monderna Health & Wellness | HEALING AND CONDUCTIVE COMPOSITION INCLUDING AT LEAST TWO COLLAGENS |
Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2527927A1 (en) * | 1982-06-07 | 1983-12-09 | Kao Corp | HAIR COSMETICS |
JPH02202900A (en) * | 1989-02-01 | 1990-08-10 | Mitsui Norin Kk | Composite material composed of tea polyphenol and protein |
JPH03297352A (en) * | 1990-04-13 | 1991-12-27 | Mitsui Norin Kk | New gum base composed of tea polyphenol and collagen |
EP0577143A2 (en) * | 1992-07-03 | 1994-01-05 | ALFATEC-PHARMA GmbH | Solid and liquid solutions of flavonoids |
-
1995
- 1995-04-14 FR FR9504761A patent/FR2732972B1/en not_active Expired - Fee Related
Patent Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2527927A1 (en) * | 1982-06-07 | 1983-12-09 | Kao Corp | HAIR COSMETICS |
JPH02202900A (en) * | 1989-02-01 | 1990-08-10 | Mitsui Norin Kk | Composite material composed of tea polyphenol and protein |
JPH03297352A (en) * | 1990-04-13 | 1991-12-27 | Mitsui Norin Kk | New gum base composed of tea polyphenol and collagen |
EP0577143A2 (en) * | 1992-07-03 | 1994-01-05 | ALFATEC-PHARMA GmbH | Solid and liquid solutions of flavonoids |
Non-Patent Citations (5)
Title |
---|
C N RAO ET AL.: "Effect of Bioflavonoids on the Mechanical & Thermal Properties of Skin & Tendon", INDIAN JOURNAL OF BIOCHEMISTRY & BIOPHYSICS, vol. 18, no. 3, 1 June 1981 (1981-06-01), pages 224 - 228 * |
DATABASE WPI Week 9038, Derwent World Patents Index; AN 287155 * |
DATABASE WPI Week 9207, Derwent World Patents Index; AN 53581 * |
M.-CL. RONZIÈRE ET AL.: "Influence of some flavonoids on reticulation of collagen fibrils in vitro.", BIOCHEMICAL PHARMACOLOGY, vol. 30, no. 13, 1 July 1981 (1981-07-01), OXFORD, pages 1771 - 1776 * |
PATENT ABSTRACTS OF JAPAN vol. 16, no. 140 (C - )<926> 8 April 1992 (1992-04-08) * |
Cited By (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2765106A1 (en) * | 1997-06-27 | 1998-12-31 | Dior Christian Parfums | USE OF CROSSLINKED TANNINS IN THE PRESENCE OF NON-CROSSLINKED PROTEINS WITH TANNINS AS COSMETIC AGENTS TO IMPROVE SKIN SMOOTHING AND / OR TO OBTAIN AN ASTRINGENT EFFECT |
WO1999000110A1 (en) * | 1997-06-27 | 1999-01-07 | Parfums Christian Dior | Use of tannins cross-linked in the presence of proteins non-cross-linked with the tannins |
ITMI20131300A1 (en) * | 2013-08-01 | 2015-02-02 | Nobil Bio Ricerche Srl | COMPOSITION FOR THE FILLING OF BONE AND PERIODONTAL DEFECTS |
WO2015014872A1 (en) * | 2013-08-01 | 2015-02-05 | Nobil Bio Ricerche S.R.L. | Composition for filling bone and periodontal defects |
WO2021069698A1 (en) * | 2019-10-09 | 2021-04-15 | Monderna Health & Wellness | Healing and conductive composition comprising collagen |
FR3101777A1 (en) * | 2019-10-09 | 2021-04-16 | Monderna Health & Wellness | HEALING AND CONDUCTIVE COMPOSITION INCLUDING AT LEAST ONE COLLAGEN OF STURGEON SKIN |
FR3101774A1 (en) * | 2019-10-09 | 2021-04-16 | Monderna Health & Wellness | HEALING AND CONDUCTIVE COMPOSITION INCLUDING AT LEAST TWO COLLAGENS |
Also Published As
Publication number | Publication date |
---|---|
FR2732972B1 (en) | 1997-07-11 |
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